Physical Address
304 North Cardinal St.
Dorchester Center, MA 02124
Physical Address
304 North Cardinal St.
Dorchester Center, MA 02124
Explore St. Augustine's historic jail on a 30-minute guided tour, with tales of infamous criminals, security cells, and local legends—an authentic experience.
Thinking about adding a dash of history and a sprinkle of local lore to your trip to St. Augustine? The Old Jail Museum Tour offers just that — a quick, engaging glimpse into the city’s past through the lens of its once-feared jail. This tour is perfect if you enjoy stories of notorious criminals, authentic historic settings, and a bit of spooky atmosphere—all in about half an hour.
What sets this experience apart? First, the guides are consistently praised for their knowledge and engaging storytelling, making history come alive. Second, the chance to walk inside the actual maximum security cells and see where the warden’s family once lived adds a tangible sense of stepping into the past. The only caveat? Since tours operate on a first-come, first-served basis and don’t accept reservations, arriving early is advisable — especially during peak seasons. This tour suits history buffs, families, or anyone curious about the darker side of old St. Augustine who appreciates a sense of authenticity.
The Old Jail Museum stands as a fascinating relic of St. Augustine’s past. For nearly six decades — until 1953 — it served as the main detention site for petty thieves and hardened criminals alike. Visiting today, you’re stepping into a building filled with stories of crime, punishment, and the sometimes brutal justice system of yesterday. This isn’t just a walk-through; it’s a chance to see, hear, and feel the weight of history firsthand.
Culture seekers can explore more St Augustine museums and galleries
Start at the Jail Entrance
You’ll begin your visit at 167 San Marco Ave, where the tour kicks off with a brief introduction to the jail’s history. The building itself is quite striking — sturdy stone walls, iron bars, and the ominous cells that housed prisoners for nearly 60 years. The admission fee of just over $18 makes it an accessible slice of local history, especially considering how much you’ll learn and see.
Maximum Security Cells and Prison Life
The highlight of the tour is walking through the maximum security cells, where the most dangerous inmates were kept under close watch. You get a sense of the harsh conditions — small, cold, and intimidating spaces that housed some notorious prisoners. One notable figure is Sim Jackson, who was hanged in 1908 for murdering his wife. His story — along with others — is told with a mix of facts and storytelling that keeps visitors engaged.
Stories of Notorious Criminals
According to reviews, guides excel at sharing stories that stick with visitors. One reviewer highlights how the guide’s authentic storytelling makes the history “sobering,” but also compelling. The tales of infamous criminals, including those who faced executions on the gallows, add a dark but fascinating layer to the tour.
Living Quarters of the Warden
Just footsteps from the cells, you’ll see where the jail’s warden and his family lived. This intimate detail offers a glimpse into the daily lives of those responsible for maintaining order — a rare peek behind the scenes of law enforcement from over a century ago. It’s these personal touches that elevate the tour from mere history to an immersive experience.
The Gallows and Justice
Part of the story involves the execution of eight criminals, two of whom were accused of murder. You’ll learn about the methods used and the cultural attitudes toward justice at the time. While the gallows no longer stand, the stories surrounding them remain powerful and thought-provoking.
The reviews paint a clear picture of why this tour is so well-loved. Kathleen R. describes the tour guides as “very ‘in character’” and notes how the stories leave a lasting impression. Terra C. calls it “a must-do,” highlighting the engaging narration and authentic experience, especially when her husband was chosen to sit in the “birdcage,” a jail cell used for punishment demonstrations. Such moments of interaction make the tour memorable beyond just the historical facts.
Nidia S. emphasizes the knowledge of the guides and how they make history fun, but also touches on the sobering reality of the inmates’ lives and the toll of power. Gina D. praises Patrick, her guide, calling him “the best” and well deserving of a pay raise, which speaks volumes about the importance of a lively, knowledgeable guide.
The reviews also reveal that many visitors, including families, find the tour both fun and educational. Irene E. mentions how Patrick’s humor adds to the experience, making it entertaining for all ages. Julie R. loved her guide Walter, calling him “the best,” and confessed that they had a “wonderful experience.”
Duration and Timing:
The tour lasts approximately 30 minutes, making it easy to fit into a busy day of sightseeing. Guided tours depart every 20 minutes from 9:00 am until 4:30 pm, giving you flexibility.
Pricing and Value:
At just over $18, the ticket is a good deal for anyone interested in history or local legends. The small group size and the chance to walk through real cells amplify the value. Since reservations aren’t accepted, arriving early, especially in summer or peak seasons, ensures you get a spot.
Accessibility & Convenience:
Parking is free, and the location near public transportation makes it accessible for most travelers. The tour is suitable for children over five, with younger kids allowed free entry, so it’s family-friendly.
What’s Not Included:
Transportation is not included, so plan accordingly. Food and drinks aren’t part of the tour, but there are plenty of spots around town to grab a bite before or after.
Special Days:
Note that the Old Jail Museum is closed on Christmas Day, so plan your visit accordingly.
Walking into the Old Jail is stepping into a different era. The stone walls, iron bars, and cold cells put you right there with the prisoners. Guides do a stellar job bringing the stories to life, blending humor with somber realities. You may find yourself imagining what it was like for inmates facing daily confinement, or hearing echoes of past executions. The sense of authenticity is enhanced by the fact that visitors are allowed to actually walk inside the cells, a feature that many reviews highlight as a memorable part of the tour.
The guides’ knack for storytelling shines through as they describe the life of Sheriff Perry, a towering, intimidating figure who served multiple terms and earned both respect and fear. The tales of criminals and executions are delivered with a tone that respects the gravity, but also keeps the mood lively and engaging.
This tour is ideal for history enthusiasts who love authentic sites and storytelling. Families with kids over five will find it educational and fun, especially with guides who incorporate humor and interactive moments. It’s equally suited for travelers with a fascination for crime stories or those simply wanting a brief, memorable cultural experience. If you’re looking for a quick, affordable way to connect with St. Augustine’s past, this tour hits the mark.
The Old Jail Museum Tour offers a surprisingly immersive look at a gritty, less polished side of St. Augustine’s past. It’s a well-balanced experience — not overly dramatized, but genuine enough to leave a lasting impression. The combination of authentic cells, fascinating stories, and enthusiastic guides creates a memorable visit that adds depth to your understanding of this historic city.
For just over $18, you’re gaining access to a powerful slice of local lore that’s suitable for a wide range of visitors. Whether you’re a history buff, a family seeking an engaging outing, or someone intrigued by the darker stories of old towns, this tour is worth your time.
In short: It’s a smart choice for those who want authentic, engaging, and affordable history without the fuss of large crowds or overly commercialized attractions. Arrive early, listen closely, and enjoy stepping into the past of the Nation’s Oldest City.
How long does the Old Jail Museum Tour last?
The tour takes about 30 minutes, making it a quick but comprehensive glimpse into St. Augustine’s criminal past.
Are reservations needed?
No, tours operate on a first-come, first-served basis, so arriving early is recommended to secure your spot.
What is the price of the tour?
Tickets are $18.09 per person, a fair price considering the access to authentic cells and engaging storytelling.
Is parking available?
Yes, free parking is available on-site, adding convenience to your visit.
Can children participate?
Yes, children five years and younger are free, making it family-friendly.
When is the Old Jail Museum closed?
The museum is closed on Christmas Day, so plan accordingly.
Is the tour accessible and suitable for most travelers?
Most travelers can participate, and it’s near public transportation, making it accessible for most visitors.
By exploring the Old Jail Museum, you gain a tangible sense of St. Augustine’s past — a perfect mix of history, storytelling, and a bit of spooky fun. It’s an experience that stays with you long after you leave, ideal for those who love uncovering stories behind the stones.